US5945460A - Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process - Google Patents
Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process Download PDFInfo
- Publication number
- US5945460A US5945460A US08/957,542 US95754297A US5945460A US 5945460 A US5945460 A US 5945460A US 95754297 A US95754297 A US 95754297A US 5945460 A US5945460 A US 5945460A
- Authority
- US
- United States
- Prior art keywords
- polyester
- scrap
- recycling
- homopolymer
- process according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 229920000728 polyester Polymers 0.000 title claims abstract description 116
- 238000000034 method Methods 0.000 title claims abstract description 62
- 238000000465 moulding Methods 0.000 claims abstract description 43
- 238000005809 transesterification reaction Methods 0.000 claims abstract description 12
- 230000032050 esterification Effects 0.000 claims abstract description 9
- 238000005886 esterification reaction Methods 0.000 claims abstract description 9
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 36
- -1 polyethylene terephthalate Polymers 0.000 claims description 21
- 229920001577 copolymer Polymers 0.000 claims description 15
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims description 14
- 229920001519 homopolymer Polymers 0.000 claims description 14
- 238000004064 recycling Methods 0.000 claims description 14
- 229920000139 polyethylene terephthalate Polymers 0.000 claims description 12
- 239000005020 polyethylene terephthalate Substances 0.000 claims description 12
- 239000002243 precursor Substances 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 9
- 238000002156 mixing Methods 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 8
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 6
- 239000002667 nucleating agent Substances 0.000 claims description 5
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 claims description 4
- 239000003086 colorant Substances 0.000 claims description 4
- 238000010924 continuous production Methods 0.000 claims description 4
- 239000000945 filler Substances 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 4
- 239000004014 plasticizer Substances 0.000 claims description 4
- 239000002685 polymerization catalyst Substances 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 239000004609 Impact Modifier Substances 0.000 claims description 3
- 239000003963 antioxidant agent Substances 0.000 claims description 3
- 239000002216 antistatic agent Substances 0.000 claims description 3
- 239000003638 chemical reducing agent Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- 239000003623 enhancer Substances 0.000 claims description 2
- 239000000314 lubricant Substances 0.000 claims description 2
- 150000002148 esters Chemical class 0.000 abstract description 7
- 239000002699 waste material Substances 0.000 abstract description 4
- 150000001991 dicarboxylic acids Chemical class 0.000 abstract description 3
- 238000007493 shaping process Methods 0.000 abstract description 2
- 229920000642 polymer Polymers 0.000 description 19
- 239000000155 melt Substances 0.000 description 16
- 238000006116 polymerization reaction Methods 0.000 description 16
- 238000004519 manufacturing process Methods 0.000 description 13
- 239000000203 mixture Substances 0.000 description 10
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 8
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 150000007513 acids Chemical class 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 5
- 150000002334 glycols Chemical class 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- YIMQCDZDWXUDCA-UHFFFAOYSA-N [4-(hydroxymethyl)cyclohexyl]methanol Chemical compound OCC1CCC(CO)CC1 YIMQCDZDWXUDCA-UHFFFAOYSA-N 0.000 description 4
- QPKOBORKPHRBPS-UHFFFAOYSA-N bis(2-hydroxyethyl) terephthalate Chemical compound OCCOC(=O)C1=CC=C(C(=O)OCCO)C=C1 QPKOBORKPHRBPS-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 4
- KYTZHLUVELPASH-UHFFFAOYSA-N naphthalene-1,2-dicarboxylic acid Chemical compound C1=CC=CC2=C(C(O)=O)C(C(=O)O)=CC=C21 KYTZHLUVELPASH-UHFFFAOYSA-N 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 238000009826 distribution Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920000554 ionomer Polymers 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 230000002829 reductive effect Effects 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- QNVNLUSHGRBCLO-UHFFFAOYSA-N 5-hydroxybenzene-1,3-dicarboxylic acid Chemical compound OC(=O)C1=CC(O)=CC(C(O)=O)=C1 QNVNLUSHGRBCLO-UHFFFAOYSA-N 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 229920001634 Copolyester Polymers 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- OKOBUGCCXMIKDM-UHFFFAOYSA-N Irganox 1098 Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)NCCCCCCNC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 OKOBUGCCXMIKDM-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 235000006708 antioxidants Nutrition 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- 150000001558 benzoic acid derivatives Chemical class 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 230000003301 hydrolyzing effect Effects 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 238000012667 polymer degradation Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- DNIAPMSPPWPWGF-VKHMYHEASA-N (+)-propylene glycol Chemical compound C[C@H](O)CO DNIAPMSPPWPWGF-VKHMYHEASA-N 0.000 description 1
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 description 1
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical compound C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 1
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- OWMNWOXJAXJCJI-UHFFFAOYSA-N 2-(oxiran-2-ylmethoxymethyl)oxirane;phenol Chemical group OC1=CC=CC=C1.OC1=CC=CC=C1.C1OC1COCC1CO1 OWMNWOXJAXJCJI-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- UTNSTOOXQPHXJQ-UHFFFAOYSA-N 2-[4-[4-(2-hydroxyethoxy)phenyl]sulfonylphenoxy]ethanol Chemical compound C1=CC(OCCO)=CC=C1S(=O)(=O)C1=CC=C(OCCO)C=C1 UTNSTOOXQPHXJQ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- HNWNELAGDBSCDG-UHFFFAOYSA-O 2-hydroxyethyl-dimethyl-[3-(octadecanoylamino)propyl]azanium;nitrate Chemical compound [O-][N+]([O-])=O.CCCCCCCCCCCCCCCCCC(=O)NCCC[N+](C)(C)CCO HNWNELAGDBSCDG-UHFFFAOYSA-O 0.000 description 1
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 239000004953 Aliphatic polyamide Substances 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N Bisphenol A Natural products C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 239000004970 Chain extender Substances 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- PXGZQGDTEZPERC-IZLXSQMJSA-N OC(=O)[C@H]1CC[C@H](C(O)=O)CC1 Chemical compound OC(=O)[C@H]1CC[C@H](C(O)=O)CC1 PXGZQGDTEZPERC-IZLXSQMJSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- ZVQOOHYFBIDMTQ-UHFFFAOYSA-N [methyl(oxido){1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-lambda(6)-sulfanylidene]cyanamide Chemical compound N#CN=S(C)(=O)C(C)C1=CC=C(C(F)(F)F)N=C1 ZVQOOHYFBIDMTQ-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical group 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229920003231 aliphatic polyamide Polymers 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 229920005628 alkoxylated polyol Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- XFBXDGLHUSUNMG-UHFFFAOYSA-N alumane;hydrate Chemical class O.[AlH3] XFBXDGLHUSUNMG-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229920006125 amorphous polymer Polymers 0.000 description 1
- 229940072049 amyl acetate Drugs 0.000 description 1
- PGMYKACGEOXYJE-UHFFFAOYSA-N anhydrous amyl acetate Natural products CCCCCOC(C)=O PGMYKACGEOXYJE-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 229940058344 antitrematodals organophosphorous compound Drugs 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- 238000000071 blow moulding Methods 0.000 description 1
- XETRDYSPPPDVAB-UHFFFAOYSA-N butan-1-ol;propan-1-ol Chemical compound CCCO.CCCCO XETRDYSPPPDVAB-UHFFFAOYSA-N 0.000 description 1
- VFGRALUHHHDIQI-UHFFFAOYSA-N butyl 2-hydroxyacetate Chemical compound CCCCOC(=O)CO VFGRALUHHHDIQI-UHFFFAOYSA-N 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- PMMYEEVYMWASQN-IMJSIDKUSA-N cis-4-Hydroxy-L-proline Chemical compound O[C@@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-IMJSIDKUSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 150000001869 cobalt compounds Chemical class 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 description 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 1
- QYQADNCHXSEGJT-UHFFFAOYSA-N cyclohexane-1,1-dicarboxylate;hydron Chemical compound OC(=O)C1(C(O)=O)CCCCC1 QYQADNCHXSEGJT-UHFFFAOYSA-N 0.000 description 1
- JVLRYPRBKSMEBF-UHFFFAOYSA-K diacetyloxystibanyl acetate Chemical compound [Sb+3].CC([O-])=O.CC([O-])=O.CC([O-])=O JVLRYPRBKSMEBF-UHFFFAOYSA-K 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical class O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- HGVPOWOAHALJHA-UHFFFAOYSA-N ethene;methyl prop-2-enoate Chemical group C=C.COC(=O)C=C HGVPOWOAHALJHA-UHFFFAOYSA-N 0.000 description 1
- 229940116333 ethyl lactate Drugs 0.000 description 1
- 229920006225 ethylene-methyl acrylate Polymers 0.000 description 1
- 239000005043 ethylene-methyl acrylate Substances 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000010433 feldspar Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000002223 garnet Substances 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- MNWFXJYAOYHMED-UHFFFAOYSA-M heptanoate Chemical compound CCCCCCC([O-])=O MNWFXJYAOYHMED-UHFFFAOYSA-M 0.000 description 1
- XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 229910052622 kaolinite Inorganic materials 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical class [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 description 1
- 235000011285 magnesium acetate Nutrition 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- 239000010449 novaculite Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000002903 organophosphorus compounds Chemical class 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 238000005453 pelletization Methods 0.000 description 1
- PJQYNUFEEZFYIS-UHFFFAOYSA-N perylene maroon Chemical compound C=12C3=CC=C(C(N(C)C4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)N(C)C(=O)C4=CC=C3C1=C42 PJQYNUFEEZFYIS-UHFFFAOYSA-N 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 125000001557 phthalyl group Chemical group C(=O)(O)C1=C(C(=O)*)C=CC=C1 0.000 description 1
- IUGYQRQAERSCNH-UHFFFAOYSA-N pivalic acid Chemical compound CC(C)(C)C(O)=O IUGYQRQAERSCNH-UHFFFAOYSA-N 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 229910000275 saponite Inorganic materials 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical group [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 229910000404 tripotassium phosphate Inorganic materials 0.000 description 1
- 235000019798 tripotassium phosphate Nutrition 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 238000009849 vacuum degassing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
- B29B17/00—Recovery of plastics or other constituents of waste material containing plastics
- B29B17/0005—Direct recuperation and re-use of scrap material during moulding operation, i.e. feed-back of used material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
- B29C45/17—Component parts, details or accessories; Auxiliary operations
- B29C45/18—Feeding the material into the injection moulding apparatus, i.e. feeding the non-plastified material into the injection unit
- B29C45/1816—Feeding auxiliary material, e.g. colouring material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
- B29C45/17—Component parts, details or accessories; Auxiliary operations
- B29C45/46—Means for plasticising or homogenising the moulding material or forcing it into the mould
- B29C45/58—Details
- B29C45/63—Venting or degassing means
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/022—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the choice of material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/25—Component parts, details or accessories; Auxiliary operations
- B29C48/36—Means for plasticising or homogenising the moulding material or forcing it through the nozzle or die
- B29C48/375—Plasticisers, homogenisers or feeders comprising two or more stages
- B29C48/387—Plasticisers, homogenisers or feeders comprising two or more stages using a screw extruder and a gear pump
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/25—Component parts, details or accessories; Auxiliary operations
- B29C48/36—Means for plasticising or homogenising the moulding material or forcing it through the nozzle or die
- B29C48/375—Plasticisers, homogenisers or feeders comprising two or more stages
- B29C48/388—Plasticisers, homogenisers or feeders comprising two or more stages using a screw extruder and a ram or piston
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C67/00—Shaping techniques not covered by groups B29C39/00 - B29C65/00, B29C70/00 or B29C73/00
- B29C67/24—Shaping techniques not covered by groups B29C39/00 - B29C65/00, B29C70/00 or B29C73/00 characterised by the choice of material
- B29C67/246—Moulding high reactive monomers or prepolymers, e.g. by reaction injection moulding [RIM], liquid injection moulding [LIM]
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C45/00—Injection moulding, i.e. forcing the required volume of moulding material through a nozzle into a closed mould; Apparatus therefor
- B29C45/17—Component parts, details or accessories; Auxiliary operations
- B29C45/18—Feeding the material into the injection moulding apparatus, i.e. feeding the non-plastified material into the injection unit
- B29C2045/1883—Feeding the material into the injection moulding apparatus, i.e. feeding the non-plastified material into the injection unit directly injecting moulding material from the chemical production plant into the mould without granulating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
- B29C48/00—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor
- B29C48/03—Extrusion moulding, i.e. expressing the moulding material through a die or nozzle which imparts the desired form; Apparatus therefor characterised by the shape of the extruded material at extrusion
- B29C48/09—Articles with cross-sections having partially or fully enclosed cavities, e.g. pipes or channels
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2067/00—Use of polyesters or derivatives thereof, as moulding material
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29K—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
- B29K2105/00—Condition, form or state of moulded material or of the material to be shaped
- B29K2105/0002—Condition, form or state of moulded material or of the material to be shaped monomers or prepolymers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
- Y02W30/00—Technologies for solid waste management
- Y02W30/50—Reuse, recycling or recovery technologies
- Y02W30/62—Plastics recycling; Rubber recycling
Definitions
- the present invention relates to a process for the production of polyester articles in a continuous melt-to-mold process, including a recycling step.
- a polyester melt composition is prepared from polyester precursors and directly molded or otherwise formed into useful shaped articles in a single, integrated process without solidifying the melt prior to molding. Recycled scrap polyester from the molding step is added to the polymer melt stream at any of a variety of points in the manufacturing process.
- Polyesters are useful in a wide variety of applications, many of which require high molecular weight polyester to achieve acceptable properties.
- polyesters may be used for the manufacture of molded articles, such as food and beverage containers.
- the conventional method for preparing high molecular weight polyester articles involves melt-phase production of a precursor polyester to a moderate molecular weight followed by pelletization of the amorphous polymer; crystallization and solid-state polycondensation to increase molecular weight to the desired level; and remelting and molding of the polyester to form the desired article.
- Polyester molding processes generate much scrap, which is generally reused to reduce costs.
- the scrap can be recycled to the molding process, which requires drying and leads to increased polymer degradation by increasing the time that the high molecular weight polyester is molten.
- the scrap can be recycled by being transported and fed to a polyester manufacturing plant that produces pellets, fiber, or film.
- An integrated process for continuously producing formed articles starting from polyester precursor starting materials, melt, molding and recycling scrap polyester such that little or no polyester waste is generated is heretofore unknown.
- the invention provides a process for the continuous production of shaped molded polyester articles which comprises:
- step (d) recycling the polyester scrap to step (a) by adding it to the stream of molten polyester homopolymer or copolymer or their precursors.
- FIG. 1 shows a schematic view of the process sequence according to the invention.
- Scrap polyester includes polyester trimmed from molded articles, articles rejected due to quality imperfections and recycled post consumer scrap not previously produced according to the above process steps a-c.
- the scrap can be added to any reactor in the melt phase processing steps including those in which esterification or transesterification of dicarboxylic acids or their dialkyl esters occurs or those in which polycondensation occurs. Alternately, the scrap could be added to process lines carrying oligomers or polymers between reactors and/or molding operations.
- the scrap can be added as a solid to a reactor or made molten by itself prior to feeding to a reactor. It may be desirable to grind the scrap to facilitate handling of the solid.
- the scrap can also be added by reacting it with a glycol, alcohol or water (depolymerization) to reduce its molecular weight prior to pumping into the reactor.
- a polyester composition which may be produced by condensing a dibasic acid, such as a dicarboxylic acid or a lower alkyl diester thereof with a glycol.
- a dibasic acid such as a dicarboxylic acid or a lower alkyl diester thereof
- dicarboxylic acids and their lower alkyl diesters which may be employed to form a molded polyester article are terephthalic; isophthalic; phthalic; naphthalene dicarboxylic; succinic; sebacic; adipic; azelaic; bibenzoic; the hexahydrophthalics, and bis-p-carboxy-phenoxyethane.
- naphthalene dicarboxylic acids include the 2,6-, 1,4-, 1,5-, or 2,7-isomers but the 1,2-, 1,3-, 1,6-, 1,7-, 1,8-, 2,3-, 2,4-, 2,5-, and/or 2,8-isomers may also be used.
- Dibasic acids may contain from about 2 to about 40 carbon atoms and include isophthalic, adipic, glutaric, azelaic, sebacic, fumaric, dimer, cis- or trans-1,4-cyclohexanedicarboxylic, the various isomers of naphthalenedicarboxylic acids and the like.
- Preferred dibasic acids include terephthalic acid, isophthalic acid, naphthalene dicarboxylic acid, cyclohexane dicarboxylic acid and mixtures thereof.
- the dibasic acids may be used in acid form, acid anhydride form or as their esters such as the dimethyl esters.
- Preferred glycols include ethylene glycol, 1,4-cyclohexane dimethanol diethylene glycol and mixtures thereof. Since one or more diesters may be reacted with one or more glycols, the polyester film of this invention is not limited to homopolyesters but also includes mixed polyesters such as copolyesters as well as copolymers with other monomers.
- Polymers that are particularly useful in this process include poly(ethylene terephthalate), poly(ethylene naphthalenedicarboxylate), and copolyesters containing up to about 50 mole % of modifying dibasic acids and/or glycols.
- polyesters within the contemplation of this invention preferred are those containing at least a major amount of polyethylene terephthalate, the most preferred are those containing at least 80 mol % terephthalic acid and 80 mol % ethylene glycol on a 200 mol % basis.
- Articles molded from polyethylene terephthalate are formed from a polymer produced by the polymerization of bis-(2-hydroxyethyl) terephthalate which is itself formed as an intermediate by one of two different methods.
- One method for producing bis-(2-hydroxyethyl) terephthalate is by direct esterification of terephthalic acid with ethylene glycol as described in U.S. Pat. No. 3,050,533. In this method the by-product of the reaction is water which is distilled from the reaction product.
- a second method for producing bis-(2-hydroxyethyl) terephthalate is by transesterification of dialkyl ester of terephthalic acid, preferably dimethyl terephthalate, with ethylene glycol. Preferably, two molecular proportions of ethylene glycol react with one molecular proportion of the dialkyl terephthalate.
- the transesterification reaction is conducted under conditions of elevated temperature. For example, a temperature in the range of from about the boiling temperature of the reaction mixture to as high as 250° C. may be used. The reaction can occur at atmospheric, sub-atmospheric or super-atmospheric pressure.
- a by-product of the transesterification reaction is an alkanol. For example, if dimethyl terephthalate is used, methanol is produced. The alkanol is then removed from the reaction product.
- polyesterification catalysts which may be used include titanium alkoxides, dibutyl tin dilaurate, and antimony oxide or antimony triacetate, used separately or in combination, optionally with zinc, manganese, or magnesium acetates or benzoates and/or other such catalyst materials as are well known to those skilled in the art.
- Phosphorus and cobalt compounds may also optionally be present from the beginning of the reaction, or may be added at any convenient point in the process.
- the intermediate bis-(2-hydroxyethyl) terephthalate After the intermediate bis-(2-hydroxyethyl) terephthalate has been produced, it may be converted to polyethylene terephthalate by heating at a temperature above the boiling point of the ethylene glycol or the reaction mixture under conditions effecting the removal of the glycol or water. The heating may occur at a temperature as high as 325° C., if desired. During heating, pressure is reduced so as to provide rapid distillation of the excess glycol or water.
- the final polyethylene terephthalate polymer may have an intrinsic viscosity, as measured in orthochlorophenol at 25° C., in excess of 0.3 deciliter per gram.
- the intrinsic viscosity of the polymer ranges from about 0.4 to about 1.0 deciliter per gram, measured in orthochlorophenol at 25° C. Still more preferably, the polyethylene terephthalate employed in the present invention has an intrinsic viscosity of about 0.5 to about 0.7 deciliter per gram as measured in orthochlorophenol at 25° C.
- the thermoplastic polyester containing polymers of this invention have a melting point prior to crystallization in the range of from about 200° C. to about 330° C. or more preferably from about 220° C. to about 290° C. and most preferably from about 250° C. to about 275° C.
- Suitable for use as comonomers in polyester copolymers are such components as ethers, esters and partial esters of acrylic and methacrylic acid and of aromatic and aliphatic polyols.
- the production of such copolymers is well known in the art.
- a feature of the present invention is the addition of scrap polyester produced in the continuous melt-to-mold process. That is, after the polyester is prepared as indicated above, scrap polyester is added into the melt and formed into useful shaped, molded articles in a single, integrated process without an intermediate solidification of the polyester.
- additives can also be added into the melt, depending on the nature of the desired properties in the finished article.
- additives may include, but are not limited to, colorants, anti-oxidants, acetaldehyde reducing agents, stabilizers, e.g. uv and heat stabilizers, impact modifiers, polymerization catalyst deactivators, melt-strength enhancers, antistatic agents, lubricants, chain extenders, nucleating agents, solvents, fillers, plasticizers and the like.
- Suitable colorants include dyes and pigments.
- Useful colorants non-exclusively include dyes such as Victoria Pure Blue BO (Basic Blue 7, CI 42595) available as BASF Flexo Blue 636 from BASF Corp. of Parsippany, N.J., Rhodamine, Chalcozine, Victoria Blue and methyl violet and pigments such as the anthraquinone and phthalocyanine types. Perylene maroon, phthalocyanine blue, phthalocyanine green and cadmium red are similarly useful.
- Acetaldehyde reducing agents include polyamides such as those disclosed in U.S. Pat. Nos. 5,266,413; 5,258,233 and 4,8837,115; polyesteramides; nylon-6 and other aliphatic polyamides such as those disclosed in Japan Patent Application Sho 62182065 (1987); ethylenediaminetetraacetic acid as disclosed in U.S. Pat. No. 4,357,461, alkoxylated polyols as disclosed in U.S. Pat. No. 5,250,333, bis(4- ⁇ -hydroxyethoxyphenyl)sulfone as disclosed in U.S. Pat. No. 4,330,661, zeolite compounds as disclosed in U.S. Pat. No.
- a suitable impact modifier is ethylene methyl acrylate.
- Antistatic agents include stearamidopropyldimethyl- ⁇ -hydroxyethylammonium nitrate as disclosed in U.S. Pat. No. 4,302,505.
- Solvents for the melt include alcohols such as methanol, ethanol, propanol butanol, benzyl alcohol and phenoxyethanol; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, diisobutyl ketone, etc., esters such as ethyl acetate, butyl acetate, amyl acetate, methyl formate, ethyl propionate, dimethyl phthalate, ethyl benzoate, methyl Cellosolve acetate, ethylene glycol monoethyl ether acetate and ethyl lactate; aromatic hydrocarbons such as toluene, xylene, benzene, ethylbenzene; halogenated hydrocarbons such as carbon tetrachloride, trichloroethylene, chloroform, 1,1,1-trichloroethane, 1,2-dich
- a particularly advantageous embodiment is the addition of a polymerization catalyst deactivator, preferably at the point that the polymer stream exits the polymerization reactor.
- deactivators may include compounds such as phosphate esters, tri-sodium phosphate, tri-potassium phosphate, alkyl or aromatic amines, amides, alkoxides, etc.
- full catalytic activity is retained during the polymerization, thus minimizing the time needed for polymerization.
- the polymerization catalyst is essentially deactivated. By this technique, further side reactions are drastically reduced throughout the rest of the process, and articles having exceptionally good color and thermal stability are produced.
- Nucleating agents include alkali metal salts of carboxylic acids which may be prepared by reacting an organic carboxylic acid with a Group I metal base to form a Group I metal salt.
- Suitable carboxylic acid containing compounds include such aromatic acids as benzoic acid and substituted benzoic acid, aliphatic acids such as pivalic acid, fatty acids such as stearic acid, palmitic acid, and dimer acids.
- a preferred nucleating agent is sodium stearate.
- Other nucleating agent include metal salt ionomers such as an alkali metal salt ionomer. Ionomers useful for this invention include those disclosed in U.S. Pat. Nos. 4,381,376; 4,603,172 and 4,412,040.
- polyester modifiers listed above are typically blended with the polyester in an amount of from about 0.01 to about 15 weight percent based on the total weight of the modified polyester.
- molten polyester homopolymer or copolymer may be optionally filtered, mixed or otherwise agitated, devolatized and then flowed into at least one molding apparatus thus forming a solid molded article therefrom without solidifying the polyester prior to entry into the molding apparatus.
- a filter is preferably used to homogenize the melt and remove impurities.
- Melt filters and mixers are well known in the art as exemplified by U.S. Pat. No. 5,564,827.
- Devolatilizing is done to remove gases and other volatile components in the melt. Such are typically done in a devolatilizing twin or multiscrew extruder with vacuum degassing as is well known in the art. Devolatilizing is exemplified by U.S. Pat. Nos. 5,376,702; 5,458,478 and 5,308,892.
- molding includes any known manner of producing shaped solid articles from a melt.
- scrap polyester is added to a melt phase reactor feeding one or more molding machines.
- a mixing section can be placed in the melt stream immediately following the addition point and prior to a molding machine.
- the compositions of the invention are useful for manufacturing shaped articles, such as structural parts by such processes as injection molding, gas-assist injection molding, blow molding, extrusion thermoforming and the like. Molding may be done in a commercially available molding machine such as 150 ton Cincinnati molder.
- the possible points of addition of the scrap polyester include in the melt phase reactor, i.e.
- the amount of recycled polyester scrap which is blended with the virgin polyester produced in step (a) is an amount of from about 1 weight percent or less to about 60 weight percent based on the total weight of the polyester resulting from the overall process. More preferably the amount of recycled polyester scrap which is blended with the virgin polyester produced in step (a) is an amount of from about 1 weight percent or less to about 25 weight percent and most preferably from about 1 weight percent or less to about 10 weight percent based on the total weight of the polyester resulting from the overall process.
- FIG. 1 shows a schematic view of one embodiment of the process sequence according to the invention.
- Polyester precursors are reacted in one or more reactors 2; flow through an optional filter 4, optional mixer 6, and optional devolatilizer 8 to suitable molding machines 10 in a continuous process without intermediate solidification or remelting of the polyester.
- the polymerization reactor 2 can also comprises two or more reaction steps involving melt-phase preparation of a polyester by esterification or transesterification followed by polymerization. In such a case the addition can occur at either the preparation of a precursor polyester stage or crystallization and further polymerization stage or both, or between these two stages.
- Recycled polyester from the molding step is added at one or more points along the sequence of steps.
- Such may be conducted in the one or more polymerization reactors 2; after the polymerization reactor 2 but before filter 4; during filtering in filter 4; after filtering in filter 4 but before mixing in mixer 6; during mixing in mixer 6; after mixing in mixer 6 but before entering devolatilizers 8; during devolatilizing in devolatilizers 8; or after devolatilizing in devolatilizers 8 but before molding in molders 10.
- recycled polyester may be added at different points as desired by the user.
- a plurality of polymerization reactors, filters, mixers and devolatilizers may feed one or more molding machines either in series or parallel.
- IhV refers to inherent viscosity of the polymer as determined by a solution of 0.5 gram of polymer dissolved in 100 ml of a mixture of phenol (60% by volume) and tetrachloroethane (40% by volume).
- the polymer is then pumped to molding machines through a system of distribution pipes and valves at a mean residence time of approximately 7 minutes.
- the molding machines each have a residence time before the polymer has been cooled below 200° C. of approximately 40 seconds.
- the amount of residual acetaldehyde in the molded 0.75 IhV preforms is 15 ppm.
- the molding machines produce molded bottles together with polyester scrap. Some of the scrap is bottles rejected because of quality concerns.
- the acceptable bottles are separated from the scrap, and the scrap returned as a feed to the melt phase reactor.
- Example 1 The process of Example 1 is repeated, but an injection port is added to the process stream immediately following the final twin-screw reactor. A static mixing element is placed in the line following the addition port. The bottles are produced, separated from the scrap and the scrap is returned as a feed to the melt phase reactor. A rotary air lock or single screw extruder is used to additionally meter recycled, melted scrap polyester, with or without polymerization, through the addition port.
- Each stream has a flow rate equal to the capacity of one multi-cavity bottle molding machine.
- the bottles are produced, separated from scrap polyester, including bottles rejected for poor quality, and the scrap is returned as a feed to the melt phase reactor. Recycled polyester scrap is also added to the streams of molten PET at a point prior to the molding machines.
- the output of the reactor is divided into ten streams, feeding ten devolatilizing stations and ten multi-cavity bottle molding machines.
- the bottles are produced, separated from scrap polyester and the scrap is returned as a feed to the melt phase reactor.
- Scrap recycled polyester produced from the molding machines is also added at the end of the devolatilizers, and the polymer is ejected through a static mixing section. There is no significant difference color or acetaldehyde content among the bottles.
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Environmental & Geological Engineering (AREA)
- Polyesters Or Polycarbonates (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
Abstract
Description
Claims (19)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/957,542 US5945460A (en) | 1997-03-20 | 1997-10-24 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| ES98912971T ES2180157T3 (en) | 1997-03-20 | 1998-03-19 | PROCEDURE FOR PRODUCING CONTINUOUS POLYESTER ARTICLES WITH RECYCLING OF WASTE IN A CONTINUOUS MASS PROCESS Fused to Pre-formed. |
| JP54079698A JP4138890B2 (en) | 1997-03-20 | 1998-03-19 | Method for continuously producing polyester articles by circulating scrap in a continuous melt preform process |
| PCT/US1998/005402 WO1998041375A1 (en) | 1997-03-20 | 1998-03-19 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| AU67640/98A AU726051B2 (en) | 1997-03-20 | 1998-03-19 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| DE69808055T DE69808055T2 (en) | 1997-03-20 | 1998-03-19 | METHOD FOR CONTINUOUSLY PRODUCING POLYESTER OBJECTS WITH RECYCLATES IN A CONTINUOUS MELT-TO-PREFORM |
| CN98803424A CN1107581C (en) | 1997-03-20 | 1998-03-19 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| CA 2285444 CA2285444A1 (en) | 1997-03-20 | 1998-03-19 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| EP19980912971 EP0968076B1 (en) | 1997-03-20 | 1998-03-19 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
| BR9808275A BR9808275A (en) | 1997-03-20 | 1998-03-19 | Process for the continuous production of molded polyester shaped articles. |
| ARP980101299 AR010409A1 (en) | 1997-03-20 | 1998-03-20 | PROCEDURE FOR THE CONTINUOUS PRODUCTION OF CONFIGURED MOLDED POLYESTER ITEMS. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US4105697P | 1997-03-20 | 1997-03-20 | |
| US08/957,542 US5945460A (en) | 1997-03-20 | 1997-10-24 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US5945460A true US5945460A (en) | 1999-08-31 |
Family
ID=26717756
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US08/957,542 Expired - Lifetime US5945460A (en) | 1997-03-20 | 1997-10-24 | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5945460A (en) |
| EP (1) | EP0968076B1 (en) |
| JP (1) | JP4138890B2 (en) |
| CN (1) | CN1107581C (en) |
| AR (1) | AR010409A1 (en) |
| AU (1) | AU726051B2 (en) |
| BR (1) | BR9808275A (en) |
| CA (1) | CA2285444A1 (en) |
| DE (1) | DE69808055T2 (en) |
| ES (1) | ES2180157T3 (en) |
| WO (1) | WO1998041375A1 (en) |
Cited By (72)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6133414A (en) * | 1996-06-26 | 2000-10-17 | Ciba Specialy Chemicals Corporation | Decomposing polymers using NOR-HALS compounds |
| US6436322B1 (en) * | 1997-03-12 | 2002-08-20 | Ohl Apparatebau & Verfahrenstechnik Gmbh | Method for recycling pet flakes |
| US6444782B1 (en) | 1999-04-26 | 2002-09-03 | Eastman Chemical Company | Process for making pre-gels for a cross-linked branched polyester |
| US6500890B2 (en) | 2000-12-15 | 2002-12-31 | Wellman, Inc. | Polyester bottle resins having reduced frictional properties and methods for making the same |
| EP1225202A4 (en) * | 1999-10-01 | 2003-05-21 | Teijin Ltd | FLAME-RETARDANT POLYESTER RESIN COMPOSITION, MOLDED OBJECT AND METHOD FOR MOLDING |
| US6569991B2 (en) | 2000-12-15 | 2003-05-27 | Wellman, Inc. | Methods of post-polymerization extruder injection in polyethylene terephthalate production |
| US6573359B2 (en) | 2000-12-15 | 2003-06-03 | Wellman, Inc. | Methods of post-polymerization injection in condensation polymer production |
| US6590069B2 (en) | 2000-12-15 | 2003-07-08 | Wellman, Inc. | Methods of post-polymerization extruder injection in condensation polymer production |
| US6592913B2 (en) | 1999-04-26 | 2003-07-15 | Eastman Chemical Company | Crosslinked branched polyesters |
| US6599596B2 (en) | 2000-12-15 | 2003-07-29 | Wellman, Inc. | Methods of post-polymerization injection in continuous polyethylene terephthalate production |
| US6852256B2 (en) | 1999-02-04 | 2005-02-08 | Buhler Ag | Process for upgrading plastic material |
| US20050029712A1 (en) * | 2003-08-05 | 2005-02-10 | Nahill Thomas E. | Continuous production of container preforms |
| US20050053739A1 (en) * | 1999-04-21 | 2005-03-10 | Lee Robert A. | Multilayer containers and preforms having barrier properties utilizing recycled material |
| US20050100696A1 (en) * | 2003-06-18 | 2005-05-12 | Yu Shi | Polyester composition for hot fill applications, containers made therewith, and methods |
| US20050118371A1 (en) * | 2002-11-01 | 2005-06-02 | The Coca-Cola Company | PET copolymer composition with enhanced mechanical properties and stretch ratio, articles made therewith, and methods |
| US6903154B2 (en) | 2001-03-30 | 2005-06-07 | Eastman Chemical Company | Polyesters and polyester containers having a reduced coefficient of friction and improved clarity |
| WO2005061581A1 (en) * | 2003-11-28 | 2005-07-07 | Zimmer Aktiengesellschaft | Method for the direct and continuous production of hollow bodies from a polyester melt |
| US20050154184A1 (en) * | 2004-01-09 | 2005-07-14 | The Coca-Cola Company | Condensation compression molding process and apparatus for production of container preforms |
| US20050170175A1 (en) * | 2000-12-15 | 2005-08-04 | Nichols Carl S. | Methods for introducing additives into polyethylene terephthalate |
| US20050203267A1 (en) * | 2004-03-09 | 2005-09-15 | Jernigan Mary T. | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US20050221036A1 (en) * | 2004-04-01 | 2005-10-06 | The Coca-Cola Company | Polyester composition with enhanced gas barrier, articles made therewith, and methods |
| US20050260371A1 (en) * | 2002-11-01 | 2005-11-24 | Yu Shi | Preform for low natural stretch ratio polymer, container made therewith and methods |
| US20060051541A1 (en) * | 2004-09-09 | 2006-03-09 | Steele Scott W | Polymeric preform for a blow molded plastic article |
| US20060257603A1 (en) * | 2005-05-11 | 2006-11-16 | Yu Shi | Preforms for preparing lightweight stretch blow molded pet copolymer containers and methods for making and using same |
| US20060257602A1 (en) * | 2005-05-11 | 2006-11-16 | Yu Shi | Low IV pet based copolymer preform with enhanced mechanical properties and cycle time, container made therewith and methods |
| US20070052124A1 (en) * | 2005-09-02 | 2007-03-08 | Park Chul B | Apparatus and method for advanced structural foam molding |
| US20070063374A1 (en) * | 2004-11-08 | 2007-03-22 | Nicholas Barakat | System and method for making polyethylene terephthalate sheets and objects |
| US20070066791A1 (en) * | 2005-09-16 | 2007-03-22 | Jernigan Mary T | Aluminum containing polyester polymers having low acetaldehyde generation rates |
| US20070128389A1 (en) * | 2005-12-06 | 2007-06-07 | Dak Americas Llc | Process for manufacturing co-polyester barrier resins without solid-state polymerization, co-polyester resins made by the process, and clear mono-layer containers made of the co-polyester resins |
| WO2007067421A2 (en) | 2005-12-06 | 2007-06-14 | Dak Americas Llc | A manufacturing method of co-polyester resins for clear mono-layer containers with improved gas barrier characteristics |
| US20070248778A1 (en) * | 2006-04-21 | 2007-10-25 | Dak Americas Llc | Co-polyester packaging resins prepared without solid-state polymerization, a method for processing the co-polyester resins with reduced viscosity change and containers and other articles prepared by the process |
| US20080128949A1 (en) * | 2004-11-30 | 2008-06-05 | Hiroshi Yokoyama | Method And Apparatus For Producing Molded Product |
| US20080188602A1 (en) * | 2007-02-02 | 2008-08-07 | Mary Therese Jernigan | Polyester polymers with low acetaldehyde generation rates and high vinyl ends concentration |
| US20090039568A1 (en) * | 2007-08-10 | 2009-02-12 | Eastman Chemical Company | Integrated polyester production facility |
| US20090123680A1 (en) * | 2005-02-07 | 2009-05-14 | Polyone Corporation | Acetaldehyde Scavenger in Polyester Articles |
| US20090302489A1 (en) * | 2004-12-07 | 2009-12-10 | Kurt Hanimann | Method and device for producing polyester granules and/or shaped parts with a low acetaldehyde content |
| US7645135B2 (en) | 1997-10-17 | 2010-01-12 | Advanced Plastics Technologies Luxembourg S.A. | Mold for injecting molding preforms |
| US7655746B2 (en) | 2005-09-16 | 2010-02-02 | Eastman Chemical Company | Phosphorus containing compounds for reducing acetaldehyde in polyesters polymers |
| US7717697B2 (en) | 2005-08-30 | 2010-05-18 | Sharon Hutchinson | Methods and systems for controlling mold temperatures |
| US7763341B2 (en) | 2004-01-23 | 2010-07-27 | Century-Board Usa, Llc | Filled polymer composite and synthetic building material compositions |
| US20100210775A1 (en) * | 2009-02-13 | 2010-08-19 | Eastman Chemical Company | Reinforced polyester compositions having improved toughness |
| US7794224B2 (en) | 2004-09-28 | 2010-09-14 | Woodbridge Corporation | Apparatus for the continuous production of plastic composites |
| US7838596B2 (en) | 2005-09-16 | 2010-11-23 | Eastman Chemical Company | Late addition to effect compositional modifications in condensation polymers |
| US20110098436A1 (en) * | 2009-10-28 | 2011-04-28 | Usher Jr Robert Alton | IPA/Polyester copolymer fiber |
| US8022168B2 (en) | 2004-09-02 | 2011-09-20 | Grupo Petrotexmex, S.A. de C.V. | Spheroidal polyester polymer particles |
| US8138234B2 (en) | 2006-03-24 | 2012-03-20 | Century-Board Usa, Llc | Polyurethane composite materials |
| US8431202B2 (en) | 2005-09-16 | 2013-04-30 | Grupo Petrotemex, S.A. De C.V. | Aluminum/alkaline or alkali/titanium containing polyesters having improved reheat, color and clarity |
| US8557950B2 (en) | 2005-06-16 | 2013-10-15 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
| US8567702B2 (en) | 2011-02-09 | 2013-10-29 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US8820666B2 (en) | 2011-02-09 | 2014-09-02 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US8846776B2 (en) | 2009-08-14 | 2014-09-30 | Boral Ip Holdings Llc | Filled polyurethane composites and methods of making same |
| US9011737B2 (en) | 2004-11-08 | 2015-04-21 | Chemlink Capital Ltd. | Advanced control system and method for making polyethylene terephthalate sheets and objects |
| US9120104B2 (en) | 2011-02-09 | 2015-09-01 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US9267007B2 (en) | 2005-09-16 | 2016-02-23 | Grupo Petrotemex, S.A. De C.V. | Method for addition of additives into a polymer melt |
| US9403759B2 (en) | 2014-05-29 | 2016-08-02 | Dow Global Technologies Llc | Water feed methods to control MW distribution and byproducts of the carbamylation of urea |
| US9481759B2 (en) | 2009-08-14 | 2016-11-01 | Boral Ip Holdings Llc | Polyurethanes derived from highly reactive reactants and coal ash |
| US9745224B2 (en) | 2011-10-07 | 2017-08-29 | Boral Ip Holdings (Australia) Pty Limited | Inorganic polymer/organic polymer composites and methods of making same |
| US9752015B2 (en) | 2014-08-05 | 2017-09-05 | Boral Ip Holdings (Australia) Pty Limited | Filled polymeric composites including short length fibers |
| US9932457B2 (en) | 2013-04-12 | 2018-04-03 | Boral Ip Holdings (Australia) Pty Limited | Composites formed from an absorptive filler and a polyurethane |
| US9988512B2 (en) | 2015-01-22 | 2018-06-05 | Boral Ip Holdings (Australia) Pty Limited | Highly filled polyurethane composites |
| US10030126B2 (en) | 2015-06-05 | 2018-07-24 | Boral Ip Holdings (Australia) Pty Limited | Filled polyurethane composites with lightweight fillers |
| US10086542B2 (en) | 2004-06-24 | 2018-10-02 | Century-Board Usa, Llc | Method for molding three-dimensional foam products using a continuous forming apparatus |
| US10138341B2 (en) | 2014-07-28 | 2018-11-27 | Boral Ip Holdings (Australia) Pty Limited | Use of evaporative coolants to manufacture filled polyurethane composites |
| US10472281B2 (en) | 2015-11-12 | 2019-11-12 | Boral Ip Holdings (Australia) Pty Limited | Polyurethane composites with fillers |
| WO2021080777A1 (en) | 2019-10-25 | 2021-04-29 | Eastman Chemical Company | Copolyesters produced from recycled copolyesters |
| WO2023091542A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Process for making recyclable copolyesters articles with living hinges |
| WO2023091544A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Process for making recyclable copolyesters articles with living hinges |
| WO2023091539A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Recyclable copolyesters articles with living hinges |
| WO2023091540A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Recyclable copolyesters articles with living hinges |
| WO2024220454A1 (en) | 2023-04-19 | 2024-10-24 | Eastman Chemical Company | Copolyester compositions for recyclable heavy gauge sheet articles |
| WO2024220458A1 (en) | 2023-04-19 | 2024-10-24 | Eastman Chemical Company | Copolyester compositions for recyclable heavy gauge sheet articles |
| US12257749B2 (en) | 2020-09-17 | 2025-03-25 | Husky Injection Molding Systems Ltd. | Injection unit with telescopic melt coupling |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030134915A1 (en) * | 2001-12-17 | 2003-07-17 | Scantlebury Geoffrey Raymond | Production of transparent polyester using waste |
| US8969488B2 (en) | 2010-09-30 | 2015-03-03 | Equipolymers Gmbh | Method of mixing and device useful thereof |
| CN104669463B (en) * | 2013-12-30 | 2016-05-11 | 河南华鑫网业有限公司 | A kind of physics floatation is processed polyester webs and is produced the separation method of discarding leftover pieces |
| CN104999593A (en) * | 2015-07-31 | 2015-10-28 | 兴安宸亿工贸有限公司 | Waste polyethylene terephthalate recycling and reusing method |
| CN106313368B (en) * | 2016-09-18 | 2018-11-30 | 厦门德菲尔特新材料有限公司 | Sheet leftover pieces recovery process, device and the method with device recovery processing |
| DE102018202547A1 (en) * | 2018-02-20 | 2019-10-02 | Thyssenkrupp Ag | Apparatus and method for mixing recycled material into a polyester melt |
| ES2850327B2 (en) | 2020-02-27 | 2022-04-22 | Mauro Fernando Fuente | PROCESS FOR MANUFACTURING A RECYCLED POLYESTER MATERIAL FROM AT LEAST ONE POLYESTER WASTE AND USE OF SAID RECYCLED POLYESTER MATERIAL |
| CN114426663B (en) * | 2020-10-29 | 2024-04-02 | 中国石油化工股份有限公司 | A titanium dioxide removal method for circulating EG in polyester production |
| TWI761195B (en) * | 2021-04-29 | 2022-04-11 | 南亞塑膠工業股份有限公司 | Method for forming polyester material from recycled film |
Citations (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3050533A (en) * | 1955-02-09 | 1962-08-21 | Ici Ltd | Manufacture of esters |
| US3703488A (en) * | 1968-03-22 | 1972-11-21 | Goodyear Tire & Rubber | Process for reuse of polyester resin |
| US4093593A (en) * | 1977-09-14 | 1978-06-06 | Owens-Illinois, Inc. | Polyester stabilization, and composition |
| US4138374A (en) * | 1978-02-03 | 1979-02-06 | E. I. Du Pont De Nemours And Company | Process for manufacturing shaped polyester article using scrap materials |
| US4302505A (en) * | 1979-01-05 | 1981-11-24 | American Hoechst Corp. | Dual layered antistatic coated polyester film |
| US4330661A (en) * | 1980-02-08 | 1982-05-18 | Owens-Illinois, Inc. | Copolyesters, method of making same and packaging materials |
| US4357461A (en) * | 1981-12-11 | 1982-11-02 | Owens-Illinois, Inc. | Polyester stabilization and composition |
| US4381376A (en) * | 1980-12-29 | 1983-04-26 | Allied Corporation | Preparation of low molecular weight copolymer salts |
| US4403090A (en) * | 1982-09-07 | 1983-09-06 | The Goodyear Tire & Rubber Company | Polyisophthalates and copolymers thereof having high barrier properties |
| US4412040A (en) * | 1981-01-02 | 1983-10-25 | Allied Corporation | Low molecular weight copolymer salts as lubricants in plastics |
| US4424337A (en) * | 1982-09-07 | 1984-01-03 | The Goodyear Tire & Rubber Company | Polyisophthalate and copolymers thereof having reduced cyclic dimer content, and a process for making the same |
| US4447595A (en) * | 1982-09-07 | 1984-05-08 | The Goodyear Tire & Rubber Company | Polyterephthalates and copolymers thereof having high clarity and process for making same |
| US4603172A (en) * | 1981-09-25 | 1986-07-29 | Allied Corporation | Low molecular weight copolymer salts as dispersion aids in plastics |
| JPS62182065A (en) * | 1986-02-05 | 1987-08-10 | 羽田 龍則 | Bar-shaped tea bag |
| US4764323A (en) * | 1985-11-19 | 1988-08-16 | Cobarr S.P.A. | Method of treating hollow articles, in particular polyethylene terephthalate preforms |
| US4837115A (en) * | 1986-07-30 | 1989-06-06 | Toyo Seikan Kaisha, Ltd. | Thermoplastic polyester composition having improved flavor-retaining property and vessel formed therefrom |
| US4883115A (en) * | 1988-09-16 | 1989-11-28 | Ogden Environmental Services, Inc. | Method and apparatus for cooling high-temperature processes |
| US5049647A (en) * | 1988-12-27 | 1991-09-17 | Cobarr S.P.A. | Method for the reduction of impurities in polyester resins |
| US5104965A (en) * | 1991-02-22 | 1992-04-14 | Eastman Kodak Company | Process for the preparation of crystalline poly(ethylene terephthalate) |
| EP0483665A2 (en) * | 1990-10-30 | 1992-05-06 | Hoechst Aktiengesellschaft | Processing of thermally stressed waste polyester |
| US5223544A (en) * | 1992-03-31 | 1993-06-29 | Shell Oil Company | Process for the removal of foreign materials from a post-consumer plyethylene terephthalate feed stream |
| US5250333A (en) * | 1992-10-26 | 1993-10-05 | Hoechst Celanese Corporation | Modified polyethylene terephthalate |
| US5258233A (en) * | 1992-04-02 | 1993-11-02 | Eastman Kodak Company | Polyester/polyamide blend having improved flavor retaining property and clarity |
| US5266413A (en) * | 1992-05-18 | 1993-11-30 | Eastman Kodak Company | Copolyester/polyamide blend having improved flavor retaining property and clarity |
| US5308892A (en) * | 1992-11-21 | 1994-05-03 | Zimmer Aktiengesellschaft | Process for the preparation of polyester-masterbatch containing finely divided additives |
| US5376702A (en) * | 1990-10-19 | 1994-12-27 | Ems-Inventa Ag | Process and apparatus for the direct and continuous modification of polymer melts |
| US5503790A (en) * | 1989-10-05 | 1996-04-02 | Solo Cup Company | Method of producing disposable articles utilizing regrind polyethylene terephthalate (PET) |
| DE19505680C1 (en) * | 1995-02-20 | 1996-05-23 | Inventa Ag | Condensn. injection moulding of preform for food-quality bottle |
| DE19503053A1 (en) * | 1995-02-01 | 1996-08-08 | Zimmer Ag | Direct prodn. of low-acetaldehyde polyester packaging |
| US5559159A (en) * | 1995-12-07 | 1996-09-24 | Eastman Chemical Company | Process including depolymerization in polyester reactor for recycling polyester materials |
| US5564827A (en) * | 1993-10-05 | 1996-10-15 | Sulzer Chemtech Ag | Device for the homogenization of high-viscosity fluids |
| US5597852A (en) * | 1993-04-30 | 1997-01-28 | Polymer Engineering Gmbh | Method and apparatus for reprocessing solid polyester material |
-
1997
- 1997-10-24 US US08/957,542 patent/US5945460A/en not_active Expired - Lifetime
-
1998
- 1998-03-19 CA CA 2285444 patent/CA2285444A1/en not_active Abandoned
- 1998-03-19 DE DE69808055T patent/DE69808055T2/en not_active Expired - Lifetime
- 1998-03-19 ES ES98912971T patent/ES2180157T3/en not_active Expired - Lifetime
- 1998-03-19 AU AU67640/98A patent/AU726051B2/en not_active Ceased
- 1998-03-19 JP JP54079698A patent/JP4138890B2/en not_active Expired - Lifetime
- 1998-03-19 BR BR9808275A patent/BR9808275A/en not_active Application Discontinuation
- 1998-03-19 CN CN98803424A patent/CN1107581C/en not_active Expired - Lifetime
- 1998-03-19 WO PCT/US1998/005402 patent/WO1998041375A1/en active IP Right Grant
- 1998-03-19 EP EP19980912971 patent/EP0968076B1/en not_active Expired - Lifetime
- 1998-03-20 AR ARP980101299 patent/AR010409A1/en active IP Right Grant
Patent Citations (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3050533A (en) * | 1955-02-09 | 1962-08-21 | Ici Ltd | Manufacture of esters |
| US3703488A (en) * | 1968-03-22 | 1972-11-21 | Goodyear Tire & Rubber | Process for reuse of polyester resin |
| US4093593A (en) * | 1977-09-14 | 1978-06-06 | Owens-Illinois, Inc. | Polyester stabilization, and composition |
| US4138374A (en) * | 1978-02-03 | 1979-02-06 | E. I. Du Pont De Nemours And Company | Process for manufacturing shaped polyester article using scrap materials |
| US4302505A (en) * | 1979-01-05 | 1981-11-24 | American Hoechst Corp. | Dual layered antistatic coated polyester film |
| US4330661A (en) * | 1980-02-08 | 1982-05-18 | Owens-Illinois, Inc. | Copolyesters, method of making same and packaging materials |
| US4381376A (en) * | 1980-12-29 | 1983-04-26 | Allied Corporation | Preparation of low molecular weight copolymer salts |
| US4412040A (en) * | 1981-01-02 | 1983-10-25 | Allied Corporation | Low molecular weight copolymer salts as lubricants in plastics |
| US4603172A (en) * | 1981-09-25 | 1986-07-29 | Allied Corporation | Low molecular weight copolymer salts as dispersion aids in plastics |
| US4357461A (en) * | 1981-12-11 | 1982-11-02 | Owens-Illinois, Inc. | Polyester stabilization and composition |
| US4403090A (en) * | 1982-09-07 | 1983-09-06 | The Goodyear Tire & Rubber Company | Polyisophthalates and copolymers thereof having high barrier properties |
| US4424337A (en) * | 1982-09-07 | 1984-01-03 | The Goodyear Tire & Rubber Company | Polyisophthalate and copolymers thereof having reduced cyclic dimer content, and a process for making the same |
| US4447595A (en) * | 1982-09-07 | 1984-05-08 | The Goodyear Tire & Rubber Company | Polyterephthalates and copolymers thereof having high clarity and process for making same |
| US4764323A (en) * | 1985-11-19 | 1988-08-16 | Cobarr S.P.A. | Method of treating hollow articles, in particular polyethylene terephthalate preforms |
| JPS62182065A (en) * | 1986-02-05 | 1987-08-10 | 羽田 龍則 | Bar-shaped tea bag |
| US4837115A (en) * | 1986-07-30 | 1989-06-06 | Toyo Seikan Kaisha, Ltd. | Thermoplastic polyester composition having improved flavor-retaining property and vessel formed therefrom |
| US4883115A (en) * | 1988-09-16 | 1989-11-28 | Ogden Environmental Services, Inc. | Method and apparatus for cooling high-temperature processes |
| US5049647A (en) * | 1988-12-27 | 1991-09-17 | Cobarr S.P.A. | Method for the reduction of impurities in polyester resins |
| US5503790A (en) * | 1989-10-05 | 1996-04-02 | Solo Cup Company | Method of producing disposable articles utilizing regrind polyethylene terephthalate (PET) |
| US5458478A (en) * | 1990-10-19 | 1995-10-17 | Ems-Inventa Ag | Process and apparatus for the direct and continuous modification of polymer melts |
| US5376702A (en) * | 1990-10-19 | 1994-12-27 | Ems-Inventa Ag | Process and apparatus for the direct and continuous modification of polymer melts |
| EP0483665A2 (en) * | 1990-10-30 | 1992-05-06 | Hoechst Aktiengesellschaft | Processing of thermally stressed waste polyester |
| US5104965A (en) * | 1991-02-22 | 1992-04-14 | Eastman Kodak Company | Process for the preparation of crystalline poly(ethylene terephthalate) |
| US5223544A (en) * | 1992-03-31 | 1993-06-29 | Shell Oil Company | Process for the removal of foreign materials from a post-consumer plyethylene terephthalate feed stream |
| US5258233A (en) * | 1992-04-02 | 1993-11-02 | Eastman Kodak Company | Polyester/polyamide blend having improved flavor retaining property and clarity |
| US5266413A (en) * | 1992-05-18 | 1993-11-30 | Eastman Kodak Company | Copolyester/polyamide blend having improved flavor retaining property and clarity |
| US5250333A (en) * | 1992-10-26 | 1993-10-05 | Hoechst Celanese Corporation | Modified polyethylene terephthalate |
| US5308892A (en) * | 1992-11-21 | 1994-05-03 | Zimmer Aktiengesellschaft | Process for the preparation of polyester-masterbatch containing finely divided additives |
| US5597852A (en) * | 1993-04-30 | 1997-01-28 | Polymer Engineering Gmbh | Method and apparatus for reprocessing solid polyester material |
| US5564827A (en) * | 1993-10-05 | 1996-10-15 | Sulzer Chemtech Ag | Device for the homogenization of high-viscosity fluids |
| DE19503053A1 (en) * | 1995-02-01 | 1996-08-08 | Zimmer Ag | Direct prodn. of low-acetaldehyde polyester packaging |
| DE19505680C1 (en) * | 1995-02-20 | 1996-05-23 | Inventa Ag | Condensn. injection moulding of preform for food-quality bottle |
| US5559159A (en) * | 1995-12-07 | 1996-09-24 | Eastman Chemical Company | Process including depolymerization in polyester reactor for recycling polyester materials |
Cited By (139)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6133414A (en) * | 1996-06-26 | 2000-10-17 | Ciba Specialy Chemicals Corporation | Decomposing polymers using NOR-HALS compounds |
| US6436322B1 (en) * | 1997-03-12 | 2002-08-20 | Ohl Apparatebau & Verfahrenstechnik Gmbh | Method for recycling pet flakes |
| US7645135B2 (en) | 1997-10-17 | 2010-01-12 | Advanced Plastics Technologies Luxembourg S.A. | Mold for injecting molding preforms |
| US6852256B2 (en) | 1999-02-04 | 2005-02-08 | Buhler Ag | Process for upgrading plastic material |
| US7531226B2 (en) * | 1999-04-21 | 2009-05-12 | Advanced Plastics Technologies Luxembourg S.A. | Multilayer containers and preforms having barrier properties utilizing recycled material |
| US20050053739A1 (en) * | 1999-04-21 | 2005-03-10 | Lee Robert A. | Multilayer containers and preforms having barrier properties utilizing recycled material |
| US6444782B1 (en) | 1999-04-26 | 2002-09-03 | Eastman Chemical Company | Process for making pre-gels for a cross-linked branched polyester |
| US6592913B2 (en) | 1999-04-26 | 2003-07-15 | Eastman Chemical Company | Crosslinked branched polyesters |
| US6627690B1 (en) | 1999-10-01 | 2003-09-30 | Teijin Limited | Flame-retardant polyester resin composition, molded article thereof, and method of molding the same |
| EP1225202A4 (en) * | 1999-10-01 | 2003-05-21 | Teijin Ltd | FLAME-RETARDANT POLYESTER RESIN COMPOSITION, MOLDED OBJECT AND METHOD FOR MOLDING |
| US6590069B2 (en) | 2000-12-15 | 2003-07-08 | Wellman, Inc. | Methods of post-polymerization extruder injection in condensation polymer production |
| US6500890B2 (en) | 2000-12-15 | 2002-12-31 | Wellman, Inc. | Polyester bottle resins having reduced frictional properties and methods for making the same |
| US6727306B2 (en) | 2000-12-15 | 2004-04-27 | Wellman, Inc. | Polymer resins having reduced frictional properties |
| US6803082B2 (en) | 2000-12-15 | 2004-10-12 | Wellman, Inc. | Methods for the late introduction of additives into polyethylene terephthalate |
| US6599596B2 (en) | 2000-12-15 | 2003-07-29 | Wellman, Inc. | Methods of post-polymerization injection in continuous polyethylene terephthalate production |
| US7759449B2 (en) | 2000-12-15 | 2010-07-20 | Wellman, Inc. | Methods for introducing additives into polyethylene terephthalate |
| US6573359B2 (en) | 2000-12-15 | 2003-06-03 | Wellman, Inc. | Methods of post-polymerization injection in condensation polymer production |
| US6710158B2 (en) | 2000-12-15 | 2004-03-23 | Wellman, Inc. | Methods for making polyester bottle resins having reduced frictional properties |
| US20050170175A1 (en) * | 2000-12-15 | 2005-08-04 | Nichols Carl S. | Methods for introducing additives into polyethylene terephthalate |
| US6569991B2 (en) | 2000-12-15 | 2003-05-27 | Wellman, Inc. | Methods of post-polymerization extruder injection in polyethylene terephthalate production |
| US7858731B2 (en) | 2000-12-15 | 2010-12-28 | Wellman, Inc. | Polyester resins and polyester containers having reduced frictional properties |
| US20070142537A1 (en) * | 2000-12-15 | 2007-06-21 | Edwards Walter L | Methods for Making Polyester Resins Having Reduced Frictional Properties |
| US7399802B2 (en) | 2001-03-30 | 2008-07-15 | Eastman Chemical Company | Polyesters and polyester containers having a reduced coefficient of friction and improved clarity |
| US20050165147A1 (en) * | 2001-03-30 | 2005-07-28 | Eastman Chemical Company | Polyesters and polyester containers having a reduced coefficient of friction and improved clarity |
| US6903154B2 (en) | 2001-03-30 | 2005-06-07 | Eastman Chemical Company | Polyesters and polyester containers having a reduced coefficient of friction and improved clarity |
| US20070020419A1 (en) * | 2001-03-30 | 2007-01-25 | Eastman Chemical Company | Polyesters and polyester containers having a reduced coefficient of friction and improved clarity |
| US20050118371A1 (en) * | 2002-11-01 | 2005-06-02 | The Coca-Cola Company | PET copolymer composition with enhanced mechanical properties and stretch ratio, articles made therewith, and methods |
| US20050260371A1 (en) * | 2002-11-01 | 2005-11-24 | Yu Shi | Preform for low natural stretch ratio polymer, container made therewith and methods |
| US20050100696A1 (en) * | 2003-06-18 | 2005-05-12 | Yu Shi | Polyester composition for hot fill applications, containers made therewith, and methods |
| US7553441B2 (en) | 2003-06-18 | 2009-06-30 | The Coca-Cola Company | Polyester composition for hot fill applications, containers made therewith, and methods |
| US20050029712A1 (en) * | 2003-08-05 | 2005-02-10 | Nahill Thomas E. | Continuous production of container preforms |
| US20050161863A1 (en) * | 2003-11-28 | 2005-07-28 | Zimmer Aktiengesellschaft | Method for the direct and continuous production of hollow articles from a polymer melt |
| EA011146B1 (en) * | 2003-11-28 | 2009-02-27 | Лурги Циммер Гмбх | Method for direct and continuous production of hollow bodies from a polyester melt |
| AU2004303466B2 (en) * | 2003-11-28 | 2009-05-28 | Lurgi Zimmer Gmbh | Method for the direct and continuous production of hollow bodies from a polyester melt |
| AU2004303466B8 (en) * | 2003-11-28 | 2009-07-23 | Lurgi Zimmer Gmbh | Method for the direct and continuous production of hollow bodies from a polyester melt |
| CN100543062C (en) * | 2003-11-28 | 2009-09-23 | 鲁奇吉玛有限责任公司 | Method for the direct and continuous production of hollow bodies from polymer melts |
| WO2005061581A1 (en) * | 2003-11-28 | 2005-07-07 | Zimmer Aktiengesellschaft | Method for the direct and continuous production of hollow bodies from a polyester melt |
| KR101121918B1 (en) | 2003-11-28 | 2012-03-19 | 루기 짐머 게엠베하 | Method for the direct and continuous production of hollow bodies from a polyester melt |
| US7547406B2 (en) | 2003-11-28 | 2009-06-16 | Lurgi Zimmer Gmbh | Method for the direct and continuous production of hollow articles from a polymer melt |
| WO2005070644A1 (en) * | 2004-01-09 | 2005-08-04 | The Coca-Cola Company | Condensation compression molding process and apparatus for production of container preforms |
| US20050154184A1 (en) * | 2004-01-09 | 2005-07-14 | The Coca-Cola Company | Condensation compression molding process and apparatus for production of container preforms |
| US7794817B2 (en) | 2004-01-23 | 2010-09-14 | Century-Board Usa Llc | Filled polymer composite and synthetic building material compositions |
| US7993552B2 (en) | 2004-01-23 | 2011-08-09 | Century-Board Usa Llc | Filled polymer composite and synthetic building material compositions |
| US7993553B2 (en) | 2004-01-23 | 2011-08-09 | Century-Board Usa Llc | Filled polymer composite and synthetic building material compositions |
| US7763341B2 (en) | 2004-01-23 | 2010-07-27 | Century-Board Usa, Llc | Filled polymer composite and synthetic building material compositions |
| US20060149026A1 (en) * | 2004-03-09 | 2006-07-06 | Jernigan Mary T | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US7368522B2 (en) | 2004-03-09 | 2008-05-06 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US7358322B2 (en) | 2004-03-09 | 2008-04-15 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US7902318B2 (en) | 2004-03-09 | 2011-03-08 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US20050203267A1 (en) * | 2004-03-09 | 2005-09-15 | Jernigan Mary T. | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US7786247B2 (en) | 2004-03-09 | 2010-08-31 | Eastman Chemical Company | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US8106145B2 (en) | 2004-03-09 | 2012-01-31 | Grupo Petrotemex. S.A. de C.V. | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US8299203B2 (en) | 2004-03-09 | 2012-10-30 | Grupo Petrotemex, S.A. De C.V. | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US20060149027A1 (en) * | 2004-03-09 | 2006-07-06 | Jernigan Mary T | High IV melt phase polyester polymer catalyzed with antimony containing compounds |
| US20050221036A1 (en) * | 2004-04-01 | 2005-10-06 | The Coca-Cola Company | Polyester composition with enhanced gas barrier, articles made therewith, and methods |
| US10889035B2 (en) | 2004-06-24 | 2021-01-12 | Century-Board Corporation | Method for molding three-dimensional foam products using a continuous forming apparatus |
| US10086542B2 (en) | 2004-06-24 | 2018-10-02 | Century-Board Usa, Llc | Method for molding three-dimensional foam products using a continuous forming apparatus |
| US8022168B2 (en) | 2004-09-02 | 2011-09-20 | Grupo Petrotexmex, S.A. de C.V. | Spheroidal polyester polymer particles |
| US20060051541A1 (en) * | 2004-09-09 | 2006-03-09 | Steele Scott W | Polymeric preform for a blow molded plastic article |
| US7794224B2 (en) | 2004-09-28 | 2010-09-14 | Woodbridge Corporation | Apparatus for the continuous production of plastic composites |
| US9011737B2 (en) | 2004-11-08 | 2015-04-21 | Chemlink Capital Ltd. | Advanced control system and method for making polyethylene terephthalate sheets and objects |
| US8986587B2 (en) | 2004-11-08 | 2015-03-24 | Chemlink Capital | System and method for making polyethylene terephthalate sheets and objects |
| US8545205B2 (en) * | 2004-11-08 | 2013-10-01 | Chemlink Capital Ltd. | System and method for making polyethylene terephthalate sheets and objects |
| US20070063374A1 (en) * | 2004-11-08 | 2007-03-22 | Nicholas Barakat | System and method for making polyethylene terephthalate sheets and objects |
| US20080128949A1 (en) * | 2004-11-30 | 2008-06-05 | Hiroshi Yokoyama | Method And Apparatus For Producing Molded Product |
| US8293162B2 (en) | 2004-11-30 | 2012-10-23 | Asahi Kasei Chemicals Corporation | Method and apparatus for producing molded product |
| US20090302489A1 (en) * | 2004-12-07 | 2009-12-10 | Kurt Hanimann | Method and device for producing polyester granules and/or shaped parts with a low acetaldehyde content |
| US8470220B2 (en) * | 2004-12-07 | 2013-06-25 | Uhde Inventa-Fischer Ag | Method and device for producing polyester granules and/or shaped parts with a low acetaldehyde content |
| US20090123680A1 (en) * | 2005-02-07 | 2009-05-14 | Polyone Corporation | Acetaldehyde Scavenger in Polyester Articles |
| US7851037B2 (en) | 2005-02-07 | 2010-12-14 | Polyone Corporation | Acetaldehyde scavenger in polyester articles |
| US20060257602A1 (en) * | 2005-05-11 | 2006-11-16 | Yu Shi | Low IV pet based copolymer preform with enhanced mechanical properties and cycle time, container made therewith and methods |
| US7820257B2 (en) | 2005-05-11 | 2010-10-26 | The Coca-Cola Company | Preforms for preparing lightweight stretch blow molded PET copolymer containers and methods for making and using same |
| US20100098894A1 (en) * | 2005-05-11 | 2010-04-22 | The Coca-Cola Company | Preforms for preparing lightweight stretch blow molded pet copolymer containers and methods for making and using same |
| US8247049B2 (en) | 2005-05-11 | 2012-08-21 | The Coca-Cola Company | Preforms for preparing lightweight stretch blow molded pet copolymer containers and methods for making and using same |
| US7572493B2 (en) | 2005-05-11 | 2009-08-11 | The Coca-Cola Company | Low IV pet based copolymer preform with enhanced mechanical properties and cycle time, container made therewith and methods |
| US20060257603A1 (en) * | 2005-05-11 | 2006-11-16 | Yu Shi | Preforms for preparing lightweight stretch blow molded pet copolymer containers and methods for making and using same |
| US8987408B2 (en) | 2005-06-16 | 2015-03-24 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
| US8557950B2 (en) | 2005-06-16 | 2013-10-15 | Grupo Petrotemex, S.A. De C.V. | High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates |
| US7717697B2 (en) | 2005-08-30 | 2010-05-18 | Sharon Hutchinson | Methods and systems for controlling mold temperatures |
| US20070052124A1 (en) * | 2005-09-02 | 2007-03-08 | Park Chul B | Apparatus and method for advanced structural foam molding |
| US7799891B2 (en) | 2005-09-16 | 2010-09-21 | Eastman Chemical Company | Phosphorus containing compounds for reducing acetaldehyde in polyesters polymers |
| US7655746B2 (en) | 2005-09-16 | 2010-02-02 | Eastman Chemical Company | Phosphorus containing compounds for reducing acetaldehyde in polyesters polymers |
| US7932345B2 (en) | 2005-09-16 | 2011-04-26 | Grupo Petrotemex, S.A. De C.V. | Aluminum containing polyester polymers having low acetaldehyde generation rates |
| US8791187B2 (en) | 2005-09-16 | 2014-07-29 | Grupo Petrotemex, S.A. De C.V. | Aluminum/alkyline or alkali/titanium containing polyesters having improved reheat, color and clarity |
| US20070066791A1 (en) * | 2005-09-16 | 2007-03-22 | Jernigan Mary T | Aluminum containing polyester polymers having low acetaldehyde generation rates |
| US8431202B2 (en) | 2005-09-16 | 2013-04-30 | Grupo Petrotemex, S.A. De C.V. | Aluminum/alkaline or alkali/titanium containing polyesters having improved reheat, color and clarity |
| US9267007B2 (en) | 2005-09-16 | 2016-02-23 | Grupo Petrotemex, S.A. De C.V. | Method for addition of additives into a polymer melt |
| US7838596B2 (en) | 2005-09-16 | 2010-11-23 | Eastman Chemical Company | Late addition to effect compositional modifications in condensation polymers |
| US20070128389A1 (en) * | 2005-12-06 | 2007-06-07 | Dak Americas Llc | Process for manufacturing co-polyester barrier resins without solid-state polymerization, co-polyester resins made by the process, and clear mono-layer containers made of the co-polyester resins |
| WO2007067421A2 (en) | 2005-12-06 | 2007-06-14 | Dak Americas Llc | A manufacturing method of co-polyester resins for clear mono-layer containers with improved gas barrier characteristics |
| WO2007067518A3 (en) * | 2005-12-06 | 2007-12-13 | Dak Americas Llc | A process for manufacturing co-polyester barrier resins without solid-state polymerization |
| US7358324B2 (en) | 2005-12-06 | 2008-04-15 | Dak Americas Llc | Manufacturing method of co-polyester resins for clear mono-layer containers with improved gas barrier characteristics |
| EP3153310A1 (en) | 2005-12-06 | 2017-04-12 | Dak Americas LLC | A process for manufacturing co-polyester barrier resins without solid-state polymerization, co-polyester resins made by the process, and clear mono-layer containers made of the co-polyester resins |
| US8299136B2 (en) | 2006-03-24 | 2012-10-30 | Century-Board Usa, Llc | Polyurethane composite materials |
| US9512288B2 (en) | 2006-03-24 | 2016-12-06 | Boral Ip Holdings Llc | Polyurethane composite materials |
| US8138234B2 (en) | 2006-03-24 | 2012-03-20 | Century-Board Usa, Llc | Polyurethane composite materials |
| US9139708B2 (en) | 2006-03-24 | 2015-09-22 | Boral Ip Holdings Llc | Extrusion of polyurethane composite materials |
| US9656418B2 (en) * | 2006-04-21 | 2017-05-23 | Dak Americas Llc | Co-polyester packaging resins prepared without solid-state polymerization, a method for processing the co-polyester resins with reduced viscosity change and containers and other articles prepared by the process |
| US20070248778A1 (en) * | 2006-04-21 | 2007-10-25 | Dak Americas Llc | Co-polyester packaging resins prepared without solid-state polymerization, a method for processing the co-polyester resins with reduced viscosity change and containers and other articles prepared by the process |
| WO2007124428A2 (en) | 2006-04-21 | 2007-11-01 | Dak Americas Llc | Method for processing non-soid state polymerized polyester resins with reduced viscosity change |
| US8901272B2 (en) | 2007-02-02 | 2014-12-02 | Grupo Petrotemex, S.A. De C.V. | Polyester polymers with low acetaldehyde generation rates and high vinyl ends concentration |
| US20080188602A1 (en) * | 2007-02-02 | 2008-08-07 | Mary Therese Jernigan | Polyester polymers with low acetaldehyde generation rates and high vinyl ends concentration |
| US20090039568A1 (en) * | 2007-08-10 | 2009-02-12 | Eastman Chemical Company | Integrated polyester production facility |
| US7863407B2 (en) | 2007-08-10 | 2011-01-04 | Eastman Chemical Company | Integrated polyester production facility |
| US20100210775A1 (en) * | 2009-02-13 | 2010-08-19 | Eastman Chemical Company | Reinforced polyester compositions having improved toughness |
| US8846776B2 (en) | 2009-08-14 | 2014-09-30 | Boral Ip Holdings Llc | Filled polyurethane composites and methods of making same |
| US9481759B2 (en) | 2009-08-14 | 2016-11-01 | Boral Ip Holdings Llc | Polyurethanes derived from highly reactive reactants and coal ash |
| US20110098436A1 (en) * | 2009-10-28 | 2011-04-28 | Usher Jr Robert Alton | IPA/Polyester copolymer fiber |
| US8623991B2 (en) | 2009-10-28 | 2014-01-07 | David C. Poole Company, Inc. | IPA/polyester copolymer fiber |
| US10022725B2 (en) | 2011-02-09 | 2018-07-17 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US10981297B2 (en) | 2011-02-09 | 2021-04-20 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US10981298B2 (en) | 2011-02-09 | 2021-04-20 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US20160236377A1 (en) | 2011-02-09 | 2016-08-18 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US9114552B2 (en) | 2011-02-09 | 2015-08-25 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US8820666B2 (en) | 2011-02-09 | 2014-09-02 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US9527223B2 (en) | 2011-02-09 | 2016-12-27 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US8690090B2 (en) | 2011-02-09 | 2014-04-08 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling system |
| US9138749B2 (en) | 2011-02-09 | 2015-09-22 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US8567702B2 (en) | 2011-02-09 | 2013-10-29 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US9114551B2 (en) | 2011-02-09 | 2015-08-25 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US9346192B2 (en) | 2011-02-09 | 2016-05-24 | Wisconsin Film & Bag, Inc. | Post-consumer scrap film recycling system and process |
| US9120104B2 (en) | 2011-02-09 | 2015-09-01 | Wisconsin Film & Bag, Inc. | Post consumer scrap film recycling process |
| US9745224B2 (en) | 2011-10-07 | 2017-08-29 | Boral Ip Holdings (Australia) Pty Limited | Inorganic polymer/organic polymer composites and methods of making same |
| US10324978B2 (en) | 2013-04-12 | 2019-06-18 | Boral Ip Holdings (Australia) Pty Limited | Composites formed from an absorptive filler and a polyurethane |
| US9932457B2 (en) | 2013-04-12 | 2018-04-03 | Boral Ip Holdings (Australia) Pty Limited | Composites formed from an absorptive filler and a polyurethane |
| US9403759B2 (en) | 2014-05-29 | 2016-08-02 | Dow Global Technologies Llc | Water feed methods to control MW distribution and byproducts of the carbamylation of urea |
| US10138341B2 (en) | 2014-07-28 | 2018-11-27 | Boral Ip Holdings (Australia) Pty Limited | Use of evaporative coolants to manufacture filled polyurethane composites |
| US9752015B2 (en) | 2014-08-05 | 2017-09-05 | Boral Ip Holdings (Australia) Pty Limited | Filled polymeric composites including short length fibers |
| US9988512B2 (en) | 2015-01-22 | 2018-06-05 | Boral Ip Holdings (Australia) Pty Limited | Highly filled polyurethane composites |
| US10030126B2 (en) | 2015-06-05 | 2018-07-24 | Boral Ip Holdings (Australia) Pty Limited | Filled polyurethane composites with lightweight fillers |
| US10472281B2 (en) | 2015-11-12 | 2019-11-12 | Boral Ip Holdings (Australia) Pty Limited | Polyurethane composites with fillers |
| WO2021080777A1 (en) | 2019-10-25 | 2021-04-29 | Eastman Chemical Company | Copolyesters produced from recycled copolyesters |
| US12257749B2 (en) | 2020-09-17 | 2025-03-25 | Husky Injection Molding Systems Ltd. | Injection unit with telescopic melt coupling |
| WO2023091542A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Process for making recyclable copolyesters articles with living hinges |
| WO2023091544A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Process for making recyclable copolyesters articles with living hinges |
| WO2023091539A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Recyclable copolyesters articles with living hinges |
| WO2023091540A1 (en) | 2021-11-22 | 2023-05-25 | Eastman Chemical Company | Recyclable copolyesters articles with living hinges |
| WO2024220454A1 (en) | 2023-04-19 | 2024-10-24 | Eastman Chemical Company | Copolyester compositions for recyclable heavy gauge sheet articles |
| WO2024220458A1 (en) | 2023-04-19 | 2024-10-24 | Eastman Chemical Company | Copolyester compositions for recyclable heavy gauge sheet articles |
Also Published As
| Publication number | Publication date |
|---|---|
| AU6764098A (en) | 1998-10-12 |
| JP2001517164A (en) | 2001-10-02 |
| AU726051B2 (en) | 2000-10-26 |
| EP0968076A1 (en) | 2000-01-05 |
| EP0968076B1 (en) | 2002-09-18 |
| BR9808275A (en) | 2000-05-16 |
| DE69808055T2 (en) | 2003-06-05 |
| CN1250405A (en) | 2000-04-12 |
| JP4138890B2 (en) | 2008-08-27 |
| ES2180157T3 (en) | 2003-02-01 |
| CA2285444A1 (en) | 1998-09-24 |
| DE69808055D1 (en) | 2002-10-24 |
| WO1998041375A1 (en) | 1998-09-24 |
| CN1107581C (en) | 2003-05-07 |
| AR010409A1 (en) | 2000-06-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US5945460A (en) | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process | |
| WO1998041559A1 (en) | Process for the modification of a polyester melt used in a continuous melt-to-preform process | |
| EP0968243B1 (en) | Apparatus and method for molding polyester articles having low acetaldehyde content directly from the melt formation using flash tank devolatilization | |
| EP0934351B1 (en) | Process for producing pet articles with low acetaldehyde | |
| JP3756520B2 (en) | Method for producing polyester articles with low acetaldehyde content | |
| US5656221A (en) | Process for direct production of low acetaldehyde packaging material | |
| AU719114B2 (en) | Apparatus and method for molding of polyester articles directly from a melt | |
| CA2464646C (en) | Continuous production of transparent polyester using waste | |
| CA2005995C (en) | Method for molding saturated crystalline polyesters and molding equipment therefor | |
| US20240100742A1 (en) | Method for producing an rpet plastic material for use in a thin wall injection molding process and hollow body produced in the thin wall injection molding process | |
| MXPA99008559A (en) | Process for continuously producing polyester articles with scrap recycle in a continuous melt-to-preform process | |
| JP7718647B2 (en) | Recycled polyester resin and method for producing recycled polyester resin | |
| CN116867628A (en) | Method for manufacturing rPET plastic material for use in thin-wall injection molding processes and hollow bodies manufactured in thin-wall injection molding processes | |
| WO2025076522A1 (en) | Modified copolyesters having improved drop impact, methods for making the same, and molded articles made therefrom |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| AS | Assignment |
Owner name: EASTMAN CHEMICAL COMPANY, TENNESSEE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:EKART, MICHAEL PAUL;CARROLL, MAX LAMAR, JR.;OLSEN, ERIC GRAY;AND OTHERS;REEL/FRAME:008932/0740 Effective date: 19971024 |
|
| STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
| FPAY | Fee payment |
Year of fee payment: 4 |
|
| FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY Free format text: PAYER NUMBER DE-ASSIGNED (ORIGINAL EVENT CODE: RMPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
| FPAY | Fee payment |
Year of fee payment: 8 |
|
| FPAY | Fee payment |
Year of fee payment: 12 |
|
| AS | Assignment |
Owner name: GRUPO PETROTEMEX, S.A. DE C.V., MEXICO Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:EASTMAN CHEMICAL COMPANY;REEL/FRAME:025727/0271 Effective date: 20110131 |